Synthesis of (E)-2-(1H-tetrazole-5-yl)-3-phenylacrylenenitrile derivatives catalyzed by new ZnO nanoparticles embedded in a thermally stable magnetic periodic mesoporous organosilica under green conditions

ZnO nanoparticles embedded in a magnetic isocyanurate-based periodic mesoporous organosilica (Fe 3 O 4 @PMO–ICS–ZnO) were prepared through a modified environmentally-benign procedure for the first time and properly characterized by appropriate spectroscopic and analytical methods or techniques used...

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Published inScientific reports Vol. 12; no. 1; p. 10723
Main Authors Safapoor, Sajedeh, Dekamin, Mohammad G., Akbari, Arezoo, Naimi-Jamal, M. Reza
Format Journal Article
LanguageEnglish
Published London Nature Publishing Group UK 24.06.2022
Nature Publishing Group
Nature Portfolio
Subjects
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639/638/224
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639/638/298
639/638/309
639/638/403
639/638/542
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639/638/77
639/638/911
Catalysis
Catalysts
Humanities and Social Sciences
Iron oxides
Magnetic Phenomena
multidisciplinary
Nanoparticles
Science
Science (multidisciplinary)
Tetrazoles
Zinc Oxide
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Summary:ZnO nanoparticles embedded in a magnetic isocyanurate-based periodic mesoporous organosilica (Fe 3 O 4 @PMO–ICS–ZnO) were prepared through a modified environmentally-benign procedure for the first time and properly characterized by appropriate spectroscopic and analytical methods or techniques used for mesoporous materials. The new thermally stable Fe 3 O 4 @PMO–ICS–ZnO nanomaterial with proper active sites and surface area as well as uniform particle size was investigated for the synthesis of medicinally important tetrazole derivatives through cascade condensation and concerted 1,3-cycloaddition reactions as a representative of the Click Chemistry concept. The desired 5-substituted-1 H -tetrazole derivatives were smoothly prepared in high to quantitative yields and good purity in EtOH under reflux conditions. Low catalyst loading, short reaction time and the use of green solvents such as EtOH and water instead of carcinogenic DMF as well as easy separation and recyclability of the catalyst for at least five consecutive runs without significant loss of its activity are notable advantages of this new protocol compared to other recent introduced procedures.
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ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-022-13011-9